$176 Find Cheap Flights from Illinois to Grand Cayman

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1 adult, Economy

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Useful Info

Good to know

Low seasonSeptember
High seasonMarch
Cheapest flight$176
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 34% increase in price.
Flight from Chicago O'Hare Airport to George Town

FAQs for booking flights from Illinois to Grand Cayman

  • How does KAYAK find such low prices on flights from Illinois to Grand Cayman?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to Grand Cayman.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to Grand Cayman?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Illinois to Grand Cayman is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Illinois to Grand Cayman?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Illinois to Grand Cayman with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to Grand Cayman?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Illinois to Grand Cayman up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which is the cheapest airport to fly into in Grand Cayman?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Grand Cayman is George Town Owen Roberts Intl Airport (GCM), with an average flight price of $288.

  • What is the cheapest day to fly to Grand Cayman?

    Based on KAYAK data, the cheapest day to fly to Grand Cayman is Tuesday where round-trip tickets can be as cheap as $701. On the other hand, the most expensive day to fly is Friday, where round-trip prices are $1,039 on average.

  • What is the cheapest time of day to fly to Grand Cayman?

    The cheapest time of day to fly to Grand Cayman is generally in the evening, when round-trip flights cost $507 on average. Morning departures are around 43% more expensive than evening flights, on average. The most expensive time of day to fly to Grand Cayman is generally in the morning, which is peak travel time and where the average cost of a ticket is $723.

  • What is the cheapest flight to Grand Cayman?

    The cheapest ticket to Grand Cayman from Illinois found in the last 72 hours was to George Town, at $495 round-trip. The most popular route is Chicago O'Hare Intl Airport (ORD) to George Town (GCM) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $495.

  • What is the cheapest month to fly from Illinois to Grand Cayman?

    The cheapest month for flights from Illinois to Grand Cayman is September, when tickets cost $565 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of round-trip tickets is $865 and $828 respectively.

  • How far in advance should I book a flight from Illinois to Grand Cayman?

    To get a below average price on the flight from Illinois to Grand Cayman, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

  • How long is the flight to Grand Cayman?

    An average nonstop flight from Illinois to Grand Cayman takes 10h 09m, covering a distance of 1550 miles. The shortest route is Chicago O'Hare Intl Airport (ORD) to George Town (GCM) with an average flight time of 3h 46m.

  • What is the most popular destination in Grand Cayman?

    Based on KAYAK flight searches, the most popular destination is George Town (100% of total searches to Grand Cayman).

Book cheap flights from Illinois to Grand Cayman

Recent round-trip flight deals

8/7Thu
1 stopDelta
5h 22mSTL-GCM
8/14Thu
1 stopDelta
8h 35mGCM-STL
$454
10/18Sat
1 stopAmerican Airlines
16h 05mSTL-GCM
10/25Sat
1 stopAmerican Airlines
14h 39mGCM-STL
$457
7/1Tue
1 stop
26h 27mORD-GCM
7/8Tue
1 stop
28h 41mGCM-ORD
$463
7/2Wed
1 stop
21h 57mORD-GCM
7/8Tue
1 stop
28h 41mGCM-ORD
$484
8/7Thu
2 stopsUnited Airlines
19h 00mSTL-GCM
8/14Thu
2 stopsUnited Airlines
22h 52mGCM-STL
$503
8/7Thu
1 stopUnited Airlines
28h 05mSTL-GCM
8/14Thu
2 stopsUnited Airlines
22h 52mGCM-STL
$507
7/20Sun
2 stopsSouthwest
18h 25mORD-GCM
7/25Fri
2 stopsSouthwest
20h 40mGCM-ORD
$597
9/6Sat
1 stopSouthwest
5h 55mMDW-GCM
9/13Sat
1 stopSouthwest
7h 10mGCM-MDW
$626
11/19Wed
1 stopAir Canada
14h 55mORD-GCM
11/28Fri
1 stopAir Canada
20h 22mGCM-ORD
$636
11/22Sat
2 stopsAir Canada
19h 45mORD-GCM
11/28Fri
1 stopAir Canada
20h 22mGCM-ORD
$662

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Recent one-way flight deals

7/1Tue
1 stop
26h 27mORD-GCM
$176
7/1Tue
1 stop
26h 27mORD-GCM
$177
7/30Wed
2 stopsSouthwest
17h 25mSTL-GCM
$216
8/1Fri
2 stopsAmerican Airlines
16h 02mSTL-GCM
$222
7/1Tue
1 stopDelta
5h 25mSTL-GCM
$260
11/15Sat
1 stopAir Canada
14h 55mORD-GCM
$264
7/3Thu
2 stopsSouthwest
14h 05mMDW-GCM
$267
11/15Sat
2 stopsAir Canada
19h 45mORD-GCM
$284
11/15Sat
nonstopAmerican Airlines
3h 46mORD-GCM
$313
7/31Thu
1 stopDelta
5h 22mMDW-GCM
$318

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Last minute flights from Illinois to Grand Cayman

Last minute flight, train and bus deals

6/23Mon
multi-stop
26h 27mORD-GCM
6/30Mon
multi-stop
14h 56mGCM-ORD
$556
6/23Mon
multi-stop
18h 25mORD-GCM
6/30Mon
multi-stop
14h 56mGCM-ORD
$657
6/23Mon
multi-stopSouthwest
6h 50mMDW-GCM
6/30Mon
multi-stopSouthwest
7h 00mGCM-MDW
$696
6/23Mon
multi-stopSouthwest
14h 05mMDW-GCM
6/30Mon
multi-stopSouthwest
7h 00mGCM-MDW
$700
6/21Sat
multi-stopUnited Airlines
8h 30mSTL-GCM
6/28Sat
multi-stopUnited Airlines
8h 55mGCM-STL
$734
6/21Sat
multi-stopUnited Airlines
19h 03mSTL-GCM
6/28Sat
multi-stopUnited Airlines
8h 55mGCM-STL
$738
6/21Sat
multi-stopAmerican Airlines
7h 10mSTL-GCM
6/28Sat
multi-stopAmerican Airlines
12h 04mGCM-STL
$765
6/21Sat
multi-stopAmerican Airlines
6h 00mSTL-GCM
6/28Sat
multi-stopAmerican Airlines
12h 04mGCM-STL
$865
6/19Thu
multi-stopDelta
5h 25mMDW-GCM
6/26Thu
multi-stopDelta
9h 05mGCM-MDW
$2,129
6/19Thu
multi-stopDelta
5h 25mMDW-GCM
6/26Thu
multi-stopDelta
9h 05mGCM-MDW
$2,373

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Everything you need to know for your flight to Grand Cayman

Cabin class types available on flights to Illinois

Cabin classes available on flights to Illinois. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Grand Caymanfrom $279
Business Class flights to Grand Caymanfrom $285
Prem Econ Class flights to Grand Caymanfrom $108
Economy Class flights to Grand Caymanfrom $25

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